NADPH (C21H30N7O17P3): structure, properties and hazards

Names and identifiers

IUPAC name: [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
Synonyms: reduced NADP, anabolic reducing power, TPNH
+ 36 more
Dihydronicotinamide-adenine dinucleotide phosphate, Dihydrocodehydrogenase II, Reduced triphosphopyridine nucleotide, Reduced Nicotinamide Adenine Dinucleotide Phosphate, NADPH2, beta-NADPH, MFCD00674870, 381Q4X082D, dihydronicotinamide adenine dinucleotide phosphate, reduced nicotinamide-adenine dinucleotide phosphate, [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate, Nicotinamide-adenine dinucleotide phosphate, reduced, Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide, reduced Coenzyme II, MFCD00036263, dihydronicotinamide adenine dinucleotide-P, nadph hydride, UNII-381Q4X082D, NADP-reduced, REDUCED CODEHYDROGENASE II, C21H30N7O17P3, NADPH-sodium salt, EINECS 200-177-6, reduced Cozymase II, beta-NADPH-D, b-NADPH, reduced Codehydrase II, beta-NADPH Tetrasodium, NADP REDUCED FOM, .BETA.-NADPH, bmse000055, SCHEMBL2041, COENZYME II, REDUCED, CHEMBL407009, orb3142016, NADP REDUCED FORM [MI]
Molecular formula: C₂₁H₃₀N₇O₁₇P₃
Empirical formula: C₂₁H₃₀N₇O₁₇P₃
Molecular weight: 745.4 g/mol
Exact mass: 745.09110
CAS number: 2646-71-1
PubChem CID: 5884
Canonical SMILES: C1C=CN(C=C1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O
Isomeric SMILES: C1C=CN(C=C1C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)(O)O)O)O)O
InChI: InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey: ACFIXJIJDZMPPO-NNYOXOHSSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 48
Rings: 5
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.52
H-bond donors: 9
H-bond acceptors: 18 computed here · PubChem 22
Rotatable bonds: 13
TPSA (Å²): 364.2 computed here · PubChem 364
Formal charge: 0
XLogP3: -6.8 PubChem
Complexity: 1410 PubChem
Stereocenters: 8 defined, 2 undefinedCIP: C7: R · C9: R · P12: undefined · P16: undefined · C21: R · C23: R · C34: R · C40: R · C42: S · C44: R
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C33.84%
H4.06%
N13.15%
O36.49%
P12.47%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -2.57 Crippen (Wildman and Crippen 1999)
log S (water solubility): -2.12 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 5.47 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 745.43
log P ≤ 5 (Crippen): -2.57
H-bond donors ≤ 5: 9
H-bond acceptors ≤ 10: 18

Breaks 3 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: BenchChem, CATO Research Chemicals Inc., NewCan Biotech.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.